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Top Wedding Proposal Venues in Chicago, IL
Ready to pop the question in Chicago? Wedding proposal venues in the Windy City offer unforgettable settings, from skyline views to lakeside escapes. Picture a private rooftop garden glowing with city lights, an intimate restaurant tucked away in the Gold Coast, or a hidden speakeasy with a storybook feel. If you’re dreaming of something outdoors, Chicago delivers with scenic parks, riverfront spots, and lakeside piers made for that once-in-a-lifetime “yes.” Book a venue that’s just as memorable as the moment itself.
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![The Parlour at The Albion at The Albion Manor in Lincoln Park, Chicago, IL]()
from $3000
minimum spend / per sessionCheck availabilityThe Parlour at The Albion
75 guestsThe Albion ManorLincoln Park, Chicago, IL
#Supervenue
EElias B.
“The venue was absolutely beautiful and the staff was incredibly friendly and accommodating.” -
![Private Space Within Venue at Clara Chicago in Wicker Park, Chicago, IL]()
from $600
minimum spend / per dayCheck availabilityPrivate Space Within Venue
30 guestsClara ChicagoWicker Park, Chicago, ILEElvira P.
“To this day, we still have guests who say our engagement party was great, but that the venue was fantastic!” -
![Bootleg at Everything Bar in West Town, Chicago, IL]()
from $750
minimum spend / per dayCheck availabilityBootleg
50 guestsEverything BarWest Town, Chicago, IL
#Supervenue
KKyle R.
“Food was really good and so was the service. They helped make our engagement party a great one.” -
![Top Deck at Howl at the Moon, Chicago in River North, Chicago, IL]()
from $2000
minimum spend / per sessionCheck availabilityTop Deck
50 guestsHowl at the Moon, ChicagoRiver North, Chicago, ILAAlex S.
“Katie was incredibly responsive as an event planner for the venue, and the experience was a ton of fun.” -
![Halsted Space at Blackall Events in Lincoln Park, Chicago, IL]()
from $250
hire fee / per hourCheck availabilityHalsted Space
80 guestsBlackall EventsLincoln Park, Chicago, ILMMaura S.
“Location was perfect for my event. (DePaul grad party). Appreciated on site venue coordinator Heather.” -
![Main Dining Room at Everything Bar in West Town, Chicago, IL]()
from $750
minimum spend / per dayCheck availabilityMain Dining Room
220 guestsEverything BarWest Town, Chicago, IL
#Supervenue
BBridgette B.
“The venue was everything the food and vibes were everything my engagement was a hit” -
![Private Party Room at Claddagh Ring Pub in Ravenswood, Chicago, IL]()
from $75
hire fee / per hourCheck availabilityPrivate Party Room
50 guestsCladdagh Ring PubRavenswood, Chicago, ILYYuvanka Z.
“Kris and his team were attentive throughout the 3 hrs we booked the venue.” -
![The Clybourn at iO Theater in Near North Side, Chicago, IL]()
from $2000
hire fee / per sessionCheck availabilityThe Clybourn
4350 guestsiO TheaterNear North Side, Chicago, ILDDeborah M.
“The space was perfect for our event, and everything went beautifully.” -
![Rooftop Bar at The Pony in Lakeview, Chicago, IL]()
from $1000
minimum spend / per sessionCheck availabilityRooftop Bar
80 guestsThe PonyLakeview, Chicago, ILJJulia P.
“I am so happy I chose this venue. Staff was friendly reliable and super helpful. Venue was really fun vibes.” -
![Dining Area at Elephant + Vine near Lincoln Park in Lincoln Park, Chicago, IL]()
from $40
per person / per sessionCheck availabilityDining Area
50 guestsElephant + Vine near Lincoln ParkLincoln Park, Chicago, ILEE.j. R.
“The team was fantastic and food awesome. We rented out the main dining room and appreciated the opportunity.” -
![Entire Venue at Claddagh Ring Pub in Ravenswood, Chicago, IL]()
from $99
hire fee / per hourCheck availabilityEntire Venue
100 guestsCladdagh Ring PubRavenswood, Chicago, ILSScott F.
“This place was great. There was no cost to booking the party room and the staff and drinks was amazing.” -
![Entire Venue at Centre Court Productions in West Loop, Chicago, IL]()
from $550
hire fee / per hourCheck availabilityEntire Venue
125 guestsCentre Court ProductionsWest Loop, Chicago, ILAAudra D.
“The guests had plenty to do in the space. Annabelle was extremely helpful in making the party our own.”
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FAQs about Top Wedding Proposal Venues in Chicago, IL
Booking costs of wedding proposal venues average $1500 minimum spend per event. Costs vary depending on guest capacity, popularity, location, and amenities like sound systems or bar services. Extra charges may apply for custom catering, decor, or event planning services. Packages with add-ons, such as DJs, photo booths, or other entertainment services, can also increase the overall cost. Check out the typical price ranges in Chicago, based on Tagvenue data from February 2026:
| From $1000 | to $2900 | minimum spend per event |
| From $100 | to $300 | hire fee per hour |
| From $35 | to $55 | per person |
Based on the popularity and user ratings on Tagvenue (updated February 2026), the best options include:
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Top Deck at Howl at the Moon, Chicago in River North - rated 5/5
Our user said: ‘The staff was also very on point with quick service delivering drinks, bringing out food, etc.’ -
The Parlour at The Albion at The Albion Manor in Lincoln Park - rated 4.9/5
Our user said: ‘The space was tremendous, and the staff were excellent both beforehand and throughout the night.’ -
Bootleg at Everything Bar in West Town - rated 4.9/5
Our user said: ‘The venue is just like the pictures. We were able to book the pool room and then migrate to their lower level.’
You'll find wedding proposal venues in various sizes, from smaller spots to larger venues; keep in mind that the type of space and your chosen layout will affect the capacity! Below you can see the typical venue sizes in Chicago, together with the standard prices in each size range, based on Tagvenue data (February 2026):
| Small | up to 50 guests | prices average $100 hire fee per hour |
| Medium | between 70 and 100 guests | prices average $200 hire fee per hour |
| Large | over 110 guests | prices average $350 hire fee per hour |
These are the venues within 0.7 mi from central Chicago, available to book on Tagvenue:
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The Lounge & Rooftop Terrace at 33 The Perch
on 33 North Dearborn Street 410 - 0.6 mi from center.
Venue said: With skyline views, adaptable layouts, and a lively atmosphere, it’s a space designed to bring people together naturally. -
Top Deck at Howl at the Moon, Chicago
on 26 West Hubbard Street - 0.7 mi from center.
Our user said: ‘The staff was also very on point with quick service delivering drinks, bringing out food, etc.’ -
Entire Venue at The Escape Game Chicago
on 42 East Ontario Street - 0.7 mi from center.
Venue said: The Escape Game Chicago is an escape room center located in Chicago, USA. Our center features five themed rooms with 60-minute challenges. Our entire venue is available for hire for private events such as parties, celebrations
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Page last updated in February 2026
To provide you with relevant information, our pages are refreshed using an algorithm that aggregates real-time data, including bookings, reviews, and venue updates.